The title really explains it all- I use JOSM on both my desktop and laptop, and noticed recently that the high-resolution (and more current) imagery that is being retrieved is differing between the two. On my laptop, I can load the available z19 imagery from 2014 in my area of interest, and that imagery is what is reported via the imagery analyzer. On the other hand, my desktop is still loading the first batch of imagery from an unknown date: it doesn't report any imagery data on the tile. I've tried fresh "installs" of JOSM on both tries by dumping the imagery cache and the JOSM install data location in AppData, to no avail.

I don't remember the details but I think that JOSM used two different locations for the images cache. Perhaps you are still using one old location. The best would be to test your new "fresh" install with a new preference settings file.